Sissyboy Conversion Therapy
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Giving Their Brother Needed Therapy free porn video
Susan and Molly were sisters who shared everything. They shared clothes, they shared the same apartment, they had similar interests in movies, art, and hobbies. They had even shared a man or two. They were in their early 20's and had a brother, Derek. Derek was two years older than Molly, who was 18 months older than Susan. The sisters, like many do, looked enough alike that it was easy to tell they were sisters. Both were about 5'6", around 120 lb., D-cup tits and hour glass figures that showed off really nice, shapely asses. They had the kind of build that looked great in dress, jeans, or tennis skirt and sneakers.
One Saturday afternoon, while cleaning their apartment, they shared their mutual concern for their brother and his state of mind. After less than a year, his marriage ended in divorce. Everyone was shocked when his wife filed for divorce. They seemed made for each other in every way and had dated since high school. They spent all of their spare time together and considered inseparable. His wife, Karen, was close to the sisters and was considered by both of them as a third sister. When she wasn't with Derek, she could usually be found with one or both of the girls. But once Karen had filed for divorce, she quit answering the phone, did not return messages, and would not talk to anyone in Derek's family.
Derek had reacted much the same way. He seemed despondent and depressed. He would not talk to anyone in the family about what had happened between them and swore that he would never consider marriage or even dating again. Molly decided that it was time to take action. She was going to go to Karen's place and wait until she either returned or emerged from her house and force her to talk about it so they would at least know how to help their brother. Susan's job was to go to Derek's new apartment and force him to clean up and go out for an evening even if he didn't want to talk about his problems. Molly and Susan agreed they would share their new information as soon as they could both get back to the apartment and plan their strategy to help Derek.
Susan went to Derek's and thought she was going to have to kick his ass to get him to even go to a movie. He made a dozen excuses including his need to clean his apartment. Susan rolled her eyes at that one and said she would leave without him, but if she did, she would return with a couple of ex-boyfriend goons to "convince" him. She was serious - and desperate enough - and Derek knew it, so he relented.
It took Molly almost four hours to corner Karen. Karen would not answer the door, but eventually emerged to retrieve the mail. She looked like hell herself and it was clear enough to Molly that she was not dealing with the situation well herself and that there was not another man as part of the problem.
Susan and Molly finally got home around 11 pm. Susan was down about Derek. He went through the motions of going out, but did not really seem to enjoy himself no matter what she tried. Molly just seemed completely shocked and distracted after pinning down Karen. Both were exhausted emotionally and agreed to discuss their experiences the next morning.
They both finally got up mid-morning Sunday and over a bowl of oatmeal, Susan started the conversation. "It was all I could do to get him out and to a movie." she said with exasperation. "He wouldn't talk about anything serious and definitely would not talk about Karen and what had gone wrong. I got nowhere with him other than out of his apartment. I had to threaten an ass kicking to get him to do that much."
Molly stared into her bowl. "Well, Karen finally unloaded everything on me and seemed to be relieved that it finally came out. She was worried that everyone had decided she was a witch and finally got her broom out of the shop after the wedding. The problem is serious and I have never heard of anything like it. I don't know if there is anything we can actually do for him, or them as a couple."
"Well, spill it already!" said Susan just as exasperated with Molly as she had been with Derek. "What the hell could be so bad that you have never heard of it and have no idea how to help. You're a fucking social worker, after all."
"Karen said Derek's cock is too big and they were never able to have sex - at least not full penetration and actual fucking." said Molly, still in disbelief. "She said it hurt too much every time they tried. They went to more than one doctor and they all said it would take time and effort, but she could not take the pain. Karen said his cock was about 10" long and put her middle finger to her thumb around her wrist to show me an approximation of his girth. She said she could not touch the two when wrapped around his cock."
Susan fought off the urge to laugh because the situation was so serious. "Shit! And I have always wanted to try one like that! Little did I know my own brother was swinging one like that."
"This is serious, Susan! Damn!" Molly scolded. "We have two problems. One is Derek has no confidence that anyone will ever fuck him after this experience. The other is that those two should be together and we need to figure out how to bring Karen around to giving it another try and loosen her up a bit."
"Are you fucking k**ding me?" asked Susan. "There are all kinds of women out there who would love to get their hands - and pussies - wrapped around a pole like that. And Karen has already made up her mind. How is this our problem?"
"Actually, she is still willing to try anything. It is Derek who gave up. She finally resigned herself that they couldn't resolve the problem and filed for divorce."
"What does she mean by 'anything'?" asked Susan, the wheels in her head obviously turning.
"Anything." said Molly. "Are you thinking what I think you are thinking?"
"Well...we both like big cocks - remember Jimmy? - and we both like girls now and then - remember Janette?"
"So are suggesting we fuck Derek and seduce Karen?" asked Molly leaning her head to one side a bit. "And how does that help them get back together?"
"If we fuck him, he will regain some confidence that women will have him and not be afraid of a monster cock. If he and Karen don't get back together, he will at least be willing to try again and put his life back together. If we seduce Karen and use a few of our toys on her, maybe we can get her heated up and loosened up enough that she become his main fuck buddy again. You said she was willing to try anything."
"I like the way you think, Sis." said Molly with a smile. "Now, how do you suggest we go about pulling all of this off?"
"First, Karen has to be all in on the plan, including us fucking hubby to get his confidence back. And she has to be willing to trust us and play with us enough to give it another try with him. Second, we have to get him away from everything and isolate him so that he relaxes enough to enjoy himself and then we pounce on him and screw his brains out for a few sessions. We have Karen nearby so that when the time is right, she is a surprise at the end." Susan was planning as she was talking, but it was making sense to Molly.
"We both have some vacation time, so let's put the planning in motion. First, invite Karen over and tell her our plan. If she backs out, then the whole thing goes to shit and we stop there. If she is really willing to try "anything" we will have our first session with her here and start working that pussy of hers." Susan's own pussy was getting wet as they talked.
"How about you give her a call and see if she will come over for dinner tonight and see what happens."
Karen arrived at 6 that evening and looked as nervous as a whore in church. After a couple of martinis, she relaxed some and Susan openly laid out the plan. Karen sat there in shocked silence at what Susan was saying. She also sat there u*********sly rubbing her crotch, getting wet at the thought of not only playing with Susan and Molly but also at the thought of them fucking their brother. She never wanted to share Derek with anyone, but this seemed different to her somehow. And she was desperate enough to try "anything" as she had told Molly the night before.
Susan said the "training" would start this evening and continue every night after work for the next couple of weeks. At that point, Susan had arranged nine days at a secluded desert ranch where it would just be Derek and his sisters for the first few days. Karen would arrive on Thursday night as a surprise. Karen and Derek would then have until Sunday afternoon to give it one last try. Molly and Susan, in the meantime, would have a couple of guys spend the weekend entertaining them, giving Derek and Karen some privacy to work it all out on their own.
They led Karen into Molly's bedroom and the sisters stripped down to their birthday suit while Karen watched and began to heat up a little. They all had some fresh martinis to keep the mood going and then they started undressing Karen. She was more slight built than the sisters. She had nice big tits, but she was narrower at the hips and slim. The sisters began to understand why she might have more trouble with a big cock than most women. Her pussy also looked smaller and tighter than any they had seen including their own.
The sisters began caressing her body, squeezing her big tits and sucking on the nipples. She was letting out low moans as they slowly worked her into an erotic state. They all laid down on the big bed and began petting each other and feeling each other's bodies. Karen began fondling their tits and licking their nipples and all were getting aroused and wet between the legs. Susan went down on Karen and began licking her pussy and tongue fucking her hole. Molly was kissing Karen on the lips and playing with tits and occasionally feeling her small tight ass. Susan brought Karen to orgasm and was pleased to see that Karen squirted a little. That was promising. Molly replaced Susan to bring Karen to another climax as Susan got up to get some of their toys. She started small so as not to intimidate Karen with their big, realistic looking cock toys and they figured they would eventually work up in size as the sessions progressed.
Susan lubed up a normal size dildo and after Karen's second cum, she began to work the cock into Karen's pussy. Molly took a small vibrator and began teasing Karen's asshole with it. Karen came several more times before they took a break for a couple more drinks. Then Karen chose to eat each of the sisters' pussies, returning the orgasmic favor. Before the night was over, Karen and taken a larger than average sized dildo into her pussy and came on it. She was encouraged and ready to go through with the rest of the plan as well. They ended their first session by forming a triangle on the bed, each eating a pussy while having theirs eaten. They had all had enough to drink that they thought it best that Karen spend the night. They gave each other some oil rubdowns and turned the night into a slumber party, knowing that none of them would make it work the next day. By the end of the two weeks of nightly lesbian fun and games, Susan showed Karen the huge, realistic looking cock toy she had. Karen said there was no way she could take that. It was roughly the same size as Derek's real cock. Susan laughed and pointed out that she had just finished using it on Karen's pussy and she had taken the entire thing.
Karen was amazed and was ready to continue the all girl orgy in high gear all night knowing she could now take a huge cock. The cock toy was about a foot long, the same girth as Derek, and she took it and fucked herself with it, putting on a show for the girls. Her nipples hardened again as she came on that big toy, but the sisters were too involved in giving each other head that they didn't notice.
The next day, Susan and Molly met Derek at the airport. He was cranky and pissy with them, and Susan said that he would either change his attitude or she would cut his nuts off in his sleep. He laughed, just a little, and began to alter his behavior as best he could. Later in the day, they arrived at the ranch. It was at least 50 miles from civilization and the ranch - really it was a hacienda with desert all around it for miles, but no activity on the site - was totally void of any people other than the three of them. Susan had left instructions for Karen to access the remote camera from her laptop or tablet to watch any of the action that occurred between the three of them. While Derek relaxed in front of the TV for awhile, Molly and Susan set up a series of wireless cameras inside and outside so that no matter where they were, Karen could see all the action.
Derek had fallen asleep on the sofa, so they were able to set up everything without him having a clue. Karen had been instructed to play with herself, fuck herself with their toys, or anything else she was in the mood for, to keep herself ready for seeing Derek again near the end of the week.
Molly walked up to the sofa and kicked Derek in the shins, startling him awake. "Get off your ass, big bro." Molly scolded, "time for some exercise and a little fun."
"So what are we doing first?" he said in a bored tone.
"For starters, we are going out back and shooting a few hoops. they have a pad out there with a basketball hoop set up. We are here to relax and rejuvenate, and so we will start with some beer and a basketball." Molly sounded like a coach, except for the beer part.
Derek actually thought that sounded like a fun idea, so they went outside, opened some beer cans and began taking a few shots. The girls were wearing white shorts and tight tank tops with white anklet socks and white tennis shoes. They looked like they were ready for some sort of photo shoot. Derek on the other hand, was wearing a pair of baggy shorts, a faded green t-shirt and tennis shoes with no socks.
No one was particularly good at shooting the ball, but by the third beer, no one cared. Derek said, "How about a game of HORSE. Maybe that will improve out shooting." The girls agreed and they played the first game, with Derek winning easily. Molly upped the ante. "Let's play again, but this time, let's play strip HORSE. Instead of getting a letter when we miss, we lose an article of clothing." Derek opened his fifth beer, laughed and said, "that sounds like a fantastic idea. I always have wanted to get a good look at your bodies!"
They all laughed and started the game. Molly and Susan were down to panties, bras and shoes and socks in just the first few shots. Then Derek lost his t-shirt. The girls lost their tennis shoes and socks before Derek finally lost his shoes. Susan lost her bra and stood right in front of Derek as she took it off and handed it to him. "To the victor goes the spoils," she said with a wink. Derek stood there almost sober looking for a moment taking in the beauty of his sister's gorgeous tits. Molly lost her bra next and it was de ja vu for Derek as he was presented with a frontal view of another pair of gorgeous tits. Karen was watching all of this and was beginning to fuck away at her pussy with one of the toys.
Derek lost his shorts and was reluctant to take them off. The girls objected at his resistance and he finally took them off. He clearly had a large erection growing in his boxers and there was no way of hiding it. The girls ooohed and aahhhed at the sight of his bulge and Derek blushed. "I think my aim is about to improve," said Susan. "I want to see the rest of this bod."
Derek got flustered and missed his next shot, costing him his boxers. Molly stepped in and said that she thought it had all been a fair game and that it was time for all of them to remove their bottoms together. Derek again hesitated, but Molly insisted that he start before they would. He was nearly fully erect now and his cock head was sticking out the waistband of his boxers by three or more inches so he was hiding nothing. They all pulled off their bottoms together and while Derek was taking in the beauty of the female forms in front of him the girls were in awe at the sight of his magnificent cock. It was now fully erect, long and straight, just as large as Karen had described and twitched some as the girls stared at it. He had a large, heavy looking ball sac to go with the monster rod. Karen now looked at it with desire instead of fear and was fucking her pussy at home with a frenzied force now as she anticipated what might come next.
"Well, fuck me to tears!" exclaimed Susan, her poor choice of words evading everyone. "Will you let us touch it? I have seen cocks like that in porn flicks but never thought I would see one in person."
Derek had had enough beer that all of his inhibitions were gone and the recent trauma of the past few months faded away at the thought of someone desiring his man-rod. "Sure, if you really want to. Let's go inside though. It is getting a little warm out here."
They retreated to the living room sofa and he sat in the middle. With his sisters on either side, they each reached over and began running their hands up and down his enormous shaft. He let his head fall back on the sofa as he just relaxed at the touch of a woman's hand on his cock. With his eyes closed, he enjoyed the sensation of two hands wrapped around his shaft and then he felt another hand gently squeezing and massaging his balls. He didn't move a muscle. He began to relax a little more and just enjoy the pure pleasure on his cock. Then he felt the moist warmth of a mouth on his cock. Although no girl had ever gone down on him before, he knew that was what it had to be. He lifted his head and looked down to see Susan taking the large knob of his cock head into her mouth. Molly had leaned down and began running her tongue up and down the shaft as Susan continued to suck the end of his cock. Each girl still had one hand wrapped around his pole and slowly stroking him. It wasn't long before he felt the churning in his balls and warned the girls of his impending eruption. Susan pulled off and the girls began stroking faster. Remotely, Karen was taking mental notes of what the girls were doing to him and fucking herself to an explosion of her own. Derek tightened up and shot the first stream of cum straight up in the air higher than his head. It came down on Molly's face with a splat. The second shot repeated the path of the first, same height, and came down on Susan's tits and hand, both of which were on or near his cock. Three more shots flew up and came down in random places on their bodies. Derek's body went limp and the girls continued to lick his shaft and the remaining cum off the end of his cock.
"Okay, bro. Your turn to return the favor," said Susan. "You have a lot of pussy to eat."
Derek wasn't thinking about them as sisters, or where he was at or about Karen. All he could think about was how this was a dream come true for a guy who could never get a girl to go all the way with him once they saw his meat. He eagerly dove into Susan's pussy and began sucking on her clit. She was already on fire and it didn't take long to get her over the top. She soaked his face as Molly continued to stroke his still hard cock. Then it was Molly's turn. She chose to have him lay back on the sofa and she climbed over him and sat on his face. He drove his tongue deep into her pussy, tongue fucking her hard and fast and hitting her clit with every thrust. Karen watched in awe and pulled out the monster dildo, fucking herself with it with ease. While Derek worked Molly's slit, Susan climbed on top of him and guided his cock to her opening. He could not object as much as we wanted to, because he didn't think she could handle it. But his mouth was full of Molly and he could do nothing but hope for the best. Karen watched as Derek's cock slowly disappeared in Susan's cunt.
Susan gasped as she slowly tried to get it into her sopping wet pussy. She took it very slow and just when she thought it was all in, she looked down to see that it was only maybe half way home. She bit her lip, knowing Karen would be watching and was bound and determined to take it all. She finally took him balls deep and was relieved that she accomplished the feat before he came again. She finally started slowly bouncing up and down on his shaft and got a rhythm going that they both seemed to enjoy. Derek paused on Molly's pussy for a moment to savor the moment of finally being fully engulfed by a woman's pussy. Susan reached around Molly and began playing with her tits and she started riding the big rod with renewed energy. Molly began groaning and squirted on Derek's face as she came a second time. She got off of Derek's face to watch her sister give their brother his first full fucking. Derek held back for as long as he possibly could, not wanting the moment to end. But he finally had to release after Susan bucked and cried out in her own orgasm. Much like the first time, Derek released a heavy stream of cum into his sister and it ran out of her pussy and down his shaft in a small flood. Susan lifted off of his cock and it felt like her insides were coming out with it, but she was definitely satisfied and the look of gratitude and affection on her brother's face was worth the effort to her.
Molly was not about to be left out. She was just getting revved up from the oral sex and wanted some cock in her too. She wanted to be sure that Karen would get a good view of the action and told Derek she wanted it from behind. Years of pent up longing kept him ready for business, but he warned her that it would take some time to work it in. She assured him that she could deal with it and asked him to just take it slowly and pause if she asked him to. She positioned herself on the coffee table, on her hands and knees with her ass in the air. He walked up behind her with a renewed hard on and positioned his cock at her entrance. He took it ever so slowly, pushing it in just a little at a time. As it was for Susan, Molly didn't think he would ever get it all in and when she thought he had, there were still a few inches to go. She figured out that it wasn't the length so much, although that was certainly part of the equation, but it was mostly the girth. It felt like she was going to split in two. But it also felt fantastic to be filled to that extent. Molly climaxed once as he had pushed about two thirds of the way into her. That lubed things up further and made the rest of his penetration that much easier. Once he was in, she took control and began thrusting backward on his huge prick as he stood there and let her determine the speed and depth. Susan alternated between playing with his balls and moving around to play with Molly's tits and kissing her lips. Karen, meanwhile and fucked herself to point of being almost sore with the Derek-sized dildo and desperately wished she was joining them sooner.
Karen watched the scene in amazement as Derek withdrew his massive rod from Molly's pussy and shot another large load all over her back when he came a third time. Susan rubbed the cum into Molly's skin like massage oil and everyone collapsed on the couch. Susan winked at the camera to give Karen a clue that they would be taking a break for awhile to let their pussies recover.
Over the course of the next three days, the three of them fucked each other in virtually every room in the house and several times outside. They never bothered to unpack their clothes. They never bothered to get dressed. They spent time talking as well about what they had been doing with each other and how Derek felt about fucking his sisters. He said at first, he just enjoyed the pleasure, as selfish as that sounded. Then he felt guilty. Then after they reassured him that they were "all in" he relaxed and enjoyed it again. He finally brought up Karen and wished that he had tried harder and that she had tried harder because he really wanted to try to work it out and make the marriage work. He thanked his sisters for confirming for him that he could have a normal sex life with the right woman. He just wished that Karen was the right woman. He had no more than finished that sentence, when there was a knock at the door. Molly got up to answer it when Derek stopped her. "Are you nuts? We are all sitting here naked. You can't just get up and answer the door!"
"Relax. I know who it is." said Molly.
Derek got up to head down the hall. "Sit your ass back down, big brother." Molly instructed. "You will be glad you did."
Confused, Derek sat down as instructed as Molly opened the door. Karen walked in and ran to Derek with tears in her eyes and hugged and kissed him with a passion he had not experienced in months. She untied the belt on her loose fitting dress and dropped it to the floor to reveal she was as naked as the rest of them. She reached up with her index finger to shut Derek's gaping mouth, hanging there in stunned disbelief to see his wife standing there wanting him. She asked him to take her to his bedroom where she proceeded to explain all that had happened and planned by his sisters and that she had witnessed the whole thing. She was now ready to try again all of the things she had viewed from afar.
About an hour later, another knock at the door brought two men Molly and Susan had invited for the weekend. At one end of the house Derek and Karen were finally fucking and cumming and competing the with the other four at the other end of the house to see who could make the most noise when they climaxed. Molly and Susan had to admit, however, that after getting royally fucked by their brother's monster cock, nothing else was going to live up to the expectations for awhile. But having a foursome together, sort of made up for it.
One Saturday afternoon, while cleaning their apartment, they shared their mutual concern for their brother and his state of mind. After less than a year, his marriage ended in divorce. Everyone was shocked when his wife filed for divorce. They seemed made for each other in every way and had dated since high school. They spent all of their spare time together and considered inseparable. His wife, Karen, was close to the sisters and was considered by both of them as a third sister. When she wasn't with Derek, she could usually be found with one or both of the girls. But once Karen had filed for divorce, she quit answering the phone, did not return messages, and would not talk to anyone in Derek's family.
Derek had reacted much the same way. He seemed despondent and depressed. He would not talk to anyone in the family about what had happened between them and swore that he would never consider marriage or even dating again. Molly decided that it was time to take action. She was going to go to Karen's place and wait until she either returned or emerged from her house and force her to talk about it so they would at least know how to help their brother. Susan's job was to go to Derek's new apartment and force him to clean up and go out for an evening even if he didn't want to talk about his problems. Molly and Susan agreed they would share their new information as soon as they could both get back to the apartment and plan their strategy to help Derek.
Susan went to Derek's and thought she was going to have to kick his ass to get him to even go to a movie. He made a dozen excuses including his need to clean his apartment. Susan rolled her eyes at that one and said she would leave without him, but if she did, she would return with a couple of ex-boyfriend goons to "convince" him. She was serious - and desperate enough - and Derek knew it, so he relented.
It took Molly almost four hours to corner Karen. Karen would not answer the door, but eventually emerged to retrieve the mail. She looked like hell herself and it was clear enough to Molly that she was not dealing with the situation well herself and that there was not another man as part of the problem.
Susan and Molly finally got home around 11 pm. Susan was down about Derek. He went through the motions of going out, but did not really seem to enjoy himself no matter what she tried. Molly just seemed completely shocked and distracted after pinning down Karen. Both were exhausted emotionally and agreed to discuss their experiences the next morning.
They both finally got up mid-morning Sunday and over a bowl of oatmeal, Susan started the conversation. "It was all I could do to get him out and to a movie." she said with exasperation. "He wouldn't talk about anything serious and definitely would not talk about Karen and what had gone wrong. I got nowhere with him other than out of his apartment. I had to threaten an ass kicking to get him to do that much."
Molly stared into her bowl. "Well, Karen finally unloaded everything on me and seemed to be relieved that it finally came out. She was worried that everyone had decided she was a witch and finally got her broom out of the shop after the wedding. The problem is serious and I have never heard of anything like it. I don't know if there is anything we can actually do for him, or them as a couple."
"Well, spill it already!" said Susan just as exasperated with Molly as she had been with Derek. "What the hell could be so bad that you have never heard of it and have no idea how to help. You're a fucking social worker, after all."
"Karen said Derek's cock is too big and they were never able to have sex - at least not full penetration and actual fucking." said Molly, still in disbelief. "She said it hurt too much every time they tried. They went to more than one doctor and they all said it would take time and effort, but she could not take the pain. Karen said his cock was about 10" long and put her middle finger to her thumb around her wrist to show me an approximation of his girth. She said she could not touch the two when wrapped around his cock."
Susan fought off the urge to laugh because the situation was so serious. "Shit! And I have always wanted to try one like that! Little did I know my own brother was swinging one like that."
"This is serious, Susan! Damn!" Molly scolded. "We have two problems. One is Derek has no confidence that anyone will ever fuck him after this experience. The other is that those two should be together and we need to figure out how to bring Karen around to giving it another try and loosen her up a bit."
"Are you fucking k**ding me?" asked Susan. "There are all kinds of women out there who would love to get their hands - and pussies - wrapped around a pole like that. And Karen has already made up her mind. How is this our problem?"
"Actually, she is still willing to try anything. It is Derek who gave up. She finally resigned herself that they couldn't resolve the problem and filed for divorce."
"What does she mean by 'anything'?" asked Susan, the wheels in her head obviously turning.
"Anything." said Molly. "Are you thinking what I think you are thinking?"
"Well...we both like big cocks - remember Jimmy? - and we both like girls now and then - remember Janette?"
"So are suggesting we fuck Derek and seduce Karen?" asked Molly leaning her head to one side a bit. "And how does that help them get back together?"
"If we fuck him, he will regain some confidence that women will have him and not be afraid of a monster cock. If he and Karen don't get back together, he will at least be willing to try again and put his life back together. If we seduce Karen and use a few of our toys on her, maybe we can get her heated up and loosened up enough that she become his main fuck buddy again. You said she was willing to try anything."
"I like the way you think, Sis." said Molly with a smile. "Now, how do you suggest we go about pulling all of this off?"
"First, Karen has to be all in on the plan, including us fucking hubby to get his confidence back. And she has to be willing to trust us and play with us enough to give it another try with him. Second, we have to get him away from everything and isolate him so that he relaxes enough to enjoy himself and then we pounce on him and screw his brains out for a few sessions. We have Karen nearby so that when the time is right, she is a surprise at the end." Susan was planning as she was talking, but it was making sense to Molly.
"We both have some vacation time, so let's put the planning in motion. First, invite Karen over and tell her our plan. If she backs out, then the whole thing goes to shit and we stop there. If she is really willing to try "anything" we will have our first session with her here and start working that pussy of hers." Susan's own pussy was getting wet as they talked.
"How about you give her a call and see if she will come over for dinner tonight and see what happens."
Karen arrived at 6 that evening and looked as nervous as a whore in church. After a couple of martinis, she relaxed some and Susan openly laid out the plan. Karen sat there in shocked silence at what Susan was saying. She also sat there u*********sly rubbing her crotch, getting wet at the thought of not only playing with Susan and Molly but also at the thought of them fucking their brother. She never wanted to share Derek with anyone, but this seemed different to her somehow. And she was desperate enough to try "anything" as she had told Molly the night before.
Susan said the "training" would start this evening and continue every night after work for the next couple of weeks. At that point, Susan had arranged nine days at a secluded desert ranch where it would just be Derek and his sisters for the first few days. Karen would arrive on Thursday night as a surprise. Karen and Derek would then have until Sunday afternoon to give it one last try. Molly and Susan, in the meantime, would have a couple of guys spend the weekend entertaining them, giving Derek and Karen some privacy to work it all out on their own.
They led Karen into Molly's bedroom and the sisters stripped down to their birthday suit while Karen watched and began to heat up a little. They all had some fresh martinis to keep the mood going and then they started undressing Karen. She was more slight built than the sisters. She had nice big tits, but she was narrower at the hips and slim. The sisters began to understand why she might have more trouble with a big cock than most women. Her pussy also looked smaller and tighter than any they had seen including their own.
The sisters began caressing her body, squeezing her big tits and sucking on the nipples. She was letting out low moans as they slowly worked her into an erotic state. They all laid down on the big bed and began petting each other and feeling each other's bodies. Karen began fondling their tits and licking their nipples and all were getting aroused and wet between the legs. Susan went down on Karen and began licking her pussy and tongue fucking her hole. Molly was kissing Karen on the lips and playing with tits and occasionally feeling her small tight ass. Susan brought Karen to orgasm and was pleased to see that Karen squirted a little. That was promising. Molly replaced Susan to bring Karen to another climax as Susan got up to get some of their toys. She started small so as not to intimidate Karen with their big, realistic looking cock toys and they figured they would eventually work up in size as the sessions progressed.
Susan lubed up a normal size dildo and after Karen's second cum, she began to work the cock into Karen's pussy. Molly took a small vibrator and began teasing Karen's asshole with it. Karen came several more times before they took a break for a couple more drinks. Then Karen chose to eat each of the sisters' pussies, returning the orgasmic favor. Before the night was over, Karen and taken a larger than average sized dildo into her pussy and came on it. She was encouraged and ready to go through with the rest of the plan as well. They ended their first session by forming a triangle on the bed, each eating a pussy while having theirs eaten. They had all had enough to drink that they thought it best that Karen spend the night. They gave each other some oil rubdowns and turned the night into a slumber party, knowing that none of them would make it work the next day. By the end of the two weeks of nightly lesbian fun and games, Susan showed Karen the huge, realistic looking cock toy she had. Karen said there was no way she could take that. It was roughly the same size as Derek's real cock. Susan laughed and pointed out that she had just finished using it on Karen's pussy and she had taken the entire thing.
Karen was amazed and was ready to continue the all girl orgy in high gear all night knowing she could now take a huge cock. The cock toy was about a foot long, the same girth as Derek, and she took it and fucked herself with it, putting on a show for the girls. Her nipples hardened again as she came on that big toy, but the sisters were too involved in giving each other head that they didn't notice.
The next day, Susan and Molly met Derek at the airport. He was cranky and pissy with them, and Susan said that he would either change his attitude or she would cut his nuts off in his sleep. He laughed, just a little, and began to alter his behavior as best he could. Later in the day, they arrived at the ranch. It was at least 50 miles from civilization and the ranch - really it was a hacienda with desert all around it for miles, but no activity on the site - was totally void of any people other than the three of them. Susan had left instructions for Karen to access the remote camera from her laptop or tablet to watch any of the action that occurred between the three of them. While Derek relaxed in front of the TV for awhile, Molly and Susan set up a series of wireless cameras inside and outside so that no matter where they were, Karen could see all the action.
Derek had fallen asleep on the sofa, so they were able to set up everything without him having a clue. Karen had been instructed to play with herself, fuck herself with their toys, or anything else she was in the mood for, to keep herself ready for seeing Derek again near the end of the week.
Molly walked up to the sofa and kicked Derek in the shins, startling him awake. "Get off your ass, big bro." Molly scolded, "time for some exercise and a little fun."
"So what are we doing first?" he said in a bored tone.
"For starters, we are going out back and shooting a few hoops. they have a pad out there with a basketball hoop set up. We are here to relax and rejuvenate, and so we will start with some beer and a basketball." Molly sounded like a coach, except for the beer part.
Derek actually thought that sounded like a fun idea, so they went outside, opened some beer cans and began taking a few shots. The girls were wearing white shorts and tight tank tops with white anklet socks and white tennis shoes. They looked like they were ready for some sort of photo shoot. Derek on the other hand, was wearing a pair of baggy shorts, a faded green t-shirt and tennis shoes with no socks.
No one was particularly good at shooting the ball, but by the third beer, no one cared. Derek said, "How about a game of HORSE. Maybe that will improve out shooting." The girls agreed and they played the first game, with Derek winning easily. Molly upped the ante. "Let's play again, but this time, let's play strip HORSE. Instead of getting a letter when we miss, we lose an article of clothing." Derek opened his fifth beer, laughed and said, "that sounds like a fantastic idea. I always have wanted to get a good look at your bodies!"
They all laughed and started the game. Molly and Susan were down to panties, bras and shoes and socks in just the first few shots. Then Derek lost his t-shirt. The girls lost their tennis shoes and socks before Derek finally lost his shoes. Susan lost her bra and stood right in front of Derek as she took it off and handed it to him. "To the victor goes the spoils," she said with a wink. Derek stood there almost sober looking for a moment taking in the beauty of his sister's gorgeous tits. Molly lost her bra next and it was de ja vu for Derek as he was presented with a frontal view of another pair of gorgeous tits. Karen was watching all of this and was beginning to fuck away at her pussy with one of the toys.
Derek lost his shorts and was reluctant to take them off. The girls objected at his resistance and he finally took them off. He clearly had a large erection growing in his boxers and there was no way of hiding it. The girls ooohed and aahhhed at the sight of his bulge and Derek blushed. "I think my aim is about to improve," said Susan. "I want to see the rest of this bod."
Derek got flustered and missed his next shot, costing him his boxers. Molly stepped in and said that she thought it had all been a fair game and that it was time for all of them to remove their bottoms together. Derek again hesitated, but Molly insisted that he start before they would. He was nearly fully erect now and his cock head was sticking out the waistband of his boxers by three or more inches so he was hiding nothing. They all pulled off their bottoms together and while Derek was taking in the beauty of the female forms in front of him the girls were in awe at the sight of his magnificent cock. It was now fully erect, long and straight, just as large as Karen had described and twitched some as the girls stared at it. He had a large, heavy looking ball sac to go with the monster rod. Karen now looked at it with desire instead of fear and was fucking her pussy at home with a frenzied force now as she anticipated what might come next.
"Well, fuck me to tears!" exclaimed Susan, her poor choice of words evading everyone. "Will you let us touch it? I have seen cocks like that in porn flicks but never thought I would see one in person."
Derek had had enough beer that all of his inhibitions were gone and the recent trauma of the past few months faded away at the thought of someone desiring his man-rod. "Sure, if you really want to. Let's go inside though. It is getting a little warm out here."
They retreated to the living room sofa and he sat in the middle. With his sisters on either side, they each reached over and began running their hands up and down his enormous shaft. He let his head fall back on the sofa as he just relaxed at the touch of a woman's hand on his cock. With his eyes closed, he enjoyed the sensation of two hands wrapped around his shaft and then he felt another hand gently squeezing and massaging his balls. He didn't move a muscle. He began to relax a little more and just enjoy the pure pleasure on his cock. Then he felt the moist warmth of a mouth on his cock. Although no girl had ever gone down on him before, he knew that was what it had to be. He lifted his head and looked down to see Susan taking the large knob of his cock head into her mouth. Molly had leaned down and began running her tongue up and down the shaft as Susan continued to suck the end of his cock. Each girl still had one hand wrapped around his pole and slowly stroking him. It wasn't long before he felt the churning in his balls and warned the girls of his impending eruption. Susan pulled off and the girls began stroking faster. Remotely, Karen was taking mental notes of what the girls were doing to him and fucking herself to an explosion of her own. Derek tightened up and shot the first stream of cum straight up in the air higher than his head. It came down on Molly's face with a splat. The second shot repeated the path of the first, same height, and came down on Susan's tits and hand, both of which were on or near his cock. Three more shots flew up and came down in random places on their bodies. Derek's body went limp and the girls continued to lick his shaft and the remaining cum off the end of his cock.
"Okay, bro. Your turn to return the favor," said Susan. "You have a lot of pussy to eat."
Derek wasn't thinking about them as sisters, or where he was at or about Karen. All he could think about was how this was a dream come true for a guy who could never get a girl to go all the way with him once they saw his meat. He eagerly dove into Susan's pussy and began sucking on her clit. She was already on fire and it didn't take long to get her over the top. She soaked his face as Molly continued to stroke his still hard cock. Then it was Molly's turn. She chose to have him lay back on the sofa and she climbed over him and sat on his face. He drove his tongue deep into her pussy, tongue fucking her hard and fast and hitting her clit with every thrust. Karen watched in awe and pulled out the monster dildo, fucking herself with it with ease. While Derek worked Molly's slit, Susan climbed on top of him and guided his cock to her opening. He could not object as much as we wanted to, because he didn't think she could handle it. But his mouth was full of Molly and he could do nothing but hope for the best. Karen watched as Derek's cock slowly disappeared in Susan's cunt.
Susan gasped as she slowly tried to get it into her sopping wet pussy. She took it very slow and just when she thought it was all in, she looked down to see that it was only maybe half way home. She bit her lip, knowing Karen would be watching and was bound and determined to take it all. She finally took him balls deep and was relieved that she accomplished the feat before he came again. She finally started slowly bouncing up and down on his shaft and got a rhythm going that they both seemed to enjoy. Derek paused on Molly's pussy for a moment to savor the moment of finally being fully engulfed by a woman's pussy. Susan reached around Molly and began playing with her tits and she started riding the big rod with renewed energy. Molly began groaning and squirted on Derek's face as she came a second time. She got off of Derek's face to watch her sister give their brother his first full fucking. Derek held back for as long as he possibly could, not wanting the moment to end. But he finally had to release after Susan bucked and cried out in her own orgasm. Much like the first time, Derek released a heavy stream of cum into his sister and it ran out of her pussy and down his shaft in a small flood. Susan lifted off of his cock and it felt like her insides were coming out with it, but she was definitely satisfied and the look of gratitude and affection on her brother's face was worth the effort to her.
Molly was not about to be left out. She was just getting revved up from the oral sex and wanted some cock in her too. She wanted to be sure that Karen would get a good view of the action and told Derek she wanted it from behind. Years of pent up longing kept him ready for business, but he warned her that it would take some time to work it in. She assured him that she could deal with it and asked him to just take it slowly and pause if she asked him to. She positioned herself on the coffee table, on her hands and knees with her ass in the air. He walked up behind her with a renewed hard on and positioned his cock at her entrance. He took it ever so slowly, pushing it in just a little at a time. As it was for Susan, Molly didn't think he would ever get it all in and when she thought he had, there were still a few inches to go. She figured out that it wasn't the length so much, although that was certainly part of the equation, but it was mostly the girth. It felt like she was going to split in two. But it also felt fantastic to be filled to that extent. Molly climaxed once as he had pushed about two thirds of the way into her. That lubed things up further and made the rest of his penetration that much easier. Once he was in, she took control and began thrusting backward on his huge prick as he stood there and let her determine the speed and depth. Susan alternated between playing with his balls and moving around to play with Molly's tits and kissing her lips. Karen, meanwhile and fucked herself to point of being almost sore with the Derek-sized dildo and desperately wished she was joining them sooner.
Karen watched the scene in amazement as Derek withdrew his massive rod from Molly's pussy and shot another large load all over her back when he came a third time. Susan rubbed the cum into Molly's skin like massage oil and everyone collapsed on the couch. Susan winked at the camera to give Karen a clue that they would be taking a break for awhile to let their pussies recover.
Over the course of the next three days, the three of them fucked each other in virtually every room in the house and several times outside. They never bothered to unpack their clothes. They never bothered to get dressed. They spent time talking as well about what they had been doing with each other and how Derek felt about fucking his sisters. He said at first, he just enjoyed the pleasure, as selfish as that sounded. Then he felt guilty. Then after they reassured him that they were "all in" he relaxed and enjoyed it again. He finally brought up Karen and wished that he had tried harder and that she had tried harder because he really wanted to try to work it out and make the marriage work. He thanked his sisters for confirming for him that he could have a normal sex life with the right woman. He just wished that Karen was the right woman. He had no more than finished that sentence, when there was a knock at the door. Molly got up to answer it when Derek stopped her. "Are you nuts? We are all sitting here naked. You can't just get up and answer the door!"
"Relax. I know who it is." said Molly.
Derek got up to head down the hall. "Sit your ass back down, big brother." Molly instructed. "You will be glad you did."
Confused, Derek sat down as instructed as Molly opened the door. Karen walked in and ran to Derek with tears in her eyes and hugged and kissed him with a passion he had not experienced in months. She untied the belt on her loose fitting dress and dropped it to the floor to reveal she was as naked as the rest of them. She reached up with her index finger to shut Derek's gaping mouth, hanging there in stunned disbelief to see his wife standing there wanting him. She asked him to take her to his bedroom where she proceeded to explain all that had happened and planned by his sisters and that she had witnessed the whole thing. She was now ready to try again all of the things she had viewed from afar.
About an hour later, another knock at the door brought two men Molly and Susan had invited for the weekend. At one end of the house Derek and Karen were finally fucking and cumming and competing the with the other four at the other end of the house to see who could make the most noise when they climaxed. Molly and Susan had to admit, however, that after getting royally fucked by their brother's monster cock, nothing else was going to live up to the expectations for awhile. But having a foursome together, sort of made up for it.
Liesl
- 04.01.2022
- 21
- 0
